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Compound Detail

CHEMBL196779

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O=C(O)COc1cccc2c1CC[C@](O)(COC(=O)N(c1ccccc1)c1ccccc1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL196779
Phase Preclinical
Structure Type MOL
InChI Key UZJAIYJXBYWENR-AREMUKBSSA-N
9
Targets
10
Activities
2
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

447.5
MW (Da)
4.34
ALogP
5
HBA
2
HBD
96.3
PSA (Ų)
0.56
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H25NO6
MW 447.49
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.01

Activity Summary

IC50 6 meas. best 7.89
Ki 4 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostacyclin receptor
CHEMBL1995
 Ki 8.05 8.05 8.9 1
Monkey
CHEMBL614874
 IC50 7.89 7.89 13.0 1
Homo sapiens
CHEMBL372
 IC50 7.75 7.75 18.0 1
Cell line
CHEMBL614840
 IC50 7.75 7.75 18.0 1
Canis familiaris
CHEMBL373
 IC50 6.32 6.32 480.0 1
Rattus norvegicus
CHEMBL376
 IC50 5.85 5.85 1400.0 2
Prostaglandin D2 receptor
CHEMBL4427
 Ki 5.64 5.64 2300.0 1
Prostaglandin E2 receptor EP3 subtype
CHEMBL3710
 Ki 5.09 5.09 8200.0 1
Prostaglandin E2 receptor EP1 subtype
CHEMBL1811
 Ki 5.02 5.02 9600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1594.0 ng.hr.mL-1 Rattus norvegicus
AUC 2199.0 ng.hr.mL-1 Canis lupus familiaris
AUC 601.0 ng.hr.mL-1 Rattus norvegicus
AUC 0.327 ng.hr.mL-1 Homo sapiens
CL 37.95 mL.min-1.kg-1 Rattus norvegicus
CL 2.31 mL.min-1.kg-1 Canis lupus familiaris
CL 31.9 mL.min-1.kg-1 Rattus norvegicus
CL 38.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 765.16 nM Rattus norvegicus
Cmax 682.03 nM Canis lupus familiaris
Cmax 0.3506 nM Homo sapiens
Cmax 630.18 nM Rattus norvegicus
F 55.0 % Homo sapiens
F 9.6 % Rattus norvegicus
T1/2 1.81 hr Rattus norvegicus
T1/2 7.94 hr Canis lupus familiaris
T1/2 1.5 hr Homo sapiens
T1/2 1.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostacyclin receptor Ki = 8.9 nM 8.05 Displacement of [3H]iloprost from human Prostanoid IP receptor 15914004
Monkey IC50 = 13.0 nM 7.89 Inhibition concentration against ADP-induced platelet aggregation using monkey p... 15914004
Cell line IC50 = 18.0 nM 7.75 Inhibition concentration against ADP-induced platelet aggregation using human pl... 15914004
Homo sapiens IC50 = 18.0 nM 7.75 Inhibition of ADP-induced platelet aggregation in human platelet rich plasma 16824754
Canis familiaris IC50 = 480.0 nM 6.32 Inhibition concentration against ADP-induced platelet aggregation using dog plat... 15914004
Rattus norvegicus IC50 = 1400.0 nM 5.85 Inhibition concentration against ADP-induced platelet aggregation using rat plat... 15914004
Rattus norvegicus IC50 = 1400.0 nM 5.85 Inhibition of ADP-induced platelet aggregation in rat platelet rich plasma 16824754
Prostaglandin D2 receptor Ki = 2300.0 nM 5.64 Displacement of [3H]PGD-2 from human Prostanoid DP receptor 15914004
Prostaglandin E2 receptor EP3 subtype Ki = 8200.0 nM 5.09 Displacement of [3H]PGE-2 from human Prostanoid EP3 receptor 15914004
Prostaglandin E2 receptor EP1 subtype Ki = 9600.0 nM 5.02 Displacement of [3H]PGE-2 from human Prostanoid EP1 receptor 15914004

Literature References

PubMed DOI Target Context # Activities
15914004 10.1016/j.bmcl.2005.04.047 ADMET 10
16824754 10.1016/j.bmcl.2006.06.033 Rattus norvegicus 6
16824754 10.1016/j.bmcl.2006.06.033 Homo sapiens 6
- 10.6019/CHEMBL4513161 Pseudomonas aeruginosa 2
15914004 10.1016/j.bmcl.2005.04.047 Prostaglandin F2-alpha receptor 1
- 10.6019/CHEMBL4513161 HEK293 1
- 10.6019/CHEMBL4513161 Escherichia coli 1
- 10.6019/CHEMBL4513161 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513161 Candida albicans 1
16824754 10.1016/j.bmcl.2006.06.033 Liver microsomes 1
15914004 10.1016/j.bmcl.2005.04.047 Prostaglandin E2 receptor EP1 subtype 1
15914004 10.1016/j.bmcl.2005.04.047 Thromboxane A2 receptor 1
15914004 10.1016/j.bmcl.2005.04.047 Cell line 1
15914004 10.1016/j.bmcl.2005.04.047 Prostaglandin D2 receptor 1
15914004 10.1016/j.bmcl.2005.04.047 Prostacyclin receptor 1
15914004 10.1016/j.bmcl.2005.04.047 Monkey 1
15914004 10.1016/j.bmcl.2005.04.047 Canis familiaris 1
15914004 10.1016/j.bmcl.2005.04.047 Rattus norvegicus 1
15914004 10.1016/j.bmcl.2005.04.047 Prostaglandin E2 receptor EP4 subtype 1
15914004 10.1016/j.bmcl.2005.04.047 Prostaglandin E2 receptor EP3 subtype 1

Data from ChEMBL 36 via Core Engine